Title: Holiday Rentals Winchester from £85: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6344696.Travel-Guide-Hotels)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6344696.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d6344696.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [26 Jun - 28 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester holiday rentals ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/102000000/101610000/101607700/101607601/5d2b3cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/102000000/101610000/101607700/101607601/ee70b693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/102000000/101610000/101607700/101607601/093f5219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101610000/101607700/101607601/5ffdc587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A beautiful 2bedroom in-law suite with separate entrance and complete privacy. [](https://www.expedia.co.uk/Ottawa-Hotels-A-Beautiful-2bedroom-In-Law-Suite-With-Separate-Entrance-And-Complete-Privacy.h101607601.Hotel-Information) Limoges 8.0/10 Very good (1 review) "Easy to find , quiet neighborhood, communication was excellent, good value" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Joe £153 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Ottawa-Hotels-A-Beautiful-2bedroom-In-Law-Suite-With-Separate-Entrance-And-Complete-Privacy.h101607601.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/84e10e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/cdf8d65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/ad4158e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/ff63ec1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country Bungalow [](https://www.expedia.co.uk/North-Dundas-Hotels-Cozy-Country-Bungalow.h114405712.Hotel-Information) Mountain £137 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/North-Dundas-Hotels-Cozy-Country-Bungalow.h114405712.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/4dc433a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/a1255e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/w1500h768x0y0-59c6dd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/ea3b204a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegance and serenity on Parkview Terrace/Élégance et sérénité sur Parkview Terr [](https://www.expedia.co.uk/Russell-Hotels-Elegance-And-Serenity-On-Parkview-TerraceElegance-Et-Serenite-Sur-Parkview-Terr.h116717828.Hotel-Information) Russell 2.0/10 (1 review) "This property was listed as 3 Bedrooms / 1 Bath BUT, after reserving, I was told it was a Single Room with a SHARED Bath!! The listing explicitly says, per the VRBO guidelines, that you have the whole house and only share with your family. I cancelled immediately BUT have not heard from either the Property Owner or VRBO about a REFUND. NOT ACCEPTAB:E" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mike £85 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Russell-Hotels-Elegance-And-Serenity-On-Parkview-TerraceElegance-Et-Serenite-Sur-Parkview-Terr.h116717828.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22®ionId=6344696&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_6344696) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=HOUSE_BOAT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Holiday-Rentals.d6344696.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Holiday-Rentals.d6344696.Travel-Guide-HolidayRentals) ## Top Winchester Hotel Reviews ![Hard Rock Hotel & Casino Ottawa](https://images.trvl-media.com/lodging/106000000/105820000/105813000/105812923/d180b51b_y.jpg) ### Hard Rock Hotel & Casino Ottawa 10/10 Excellent "Great location lotta shopping nearby" [](https://expedia.co.uk/Ottawa-Hotels-Hard-Rock-Hotel-Casino-Ottawa.h105812923.Hotel-Information) ![Cozy River Home](https://images.trvl-media.com/lodging/125000000/124930000/124923400/124923332/1d7b941f_y.jpg) ### Cozy River Home 10/10 Excellent "Verry easy, clean, and accomodating." [](https://expedia.co.uk/North-Grenville-Hotels-Cozy-River-Home.h124923332.Hotel-Information) ![SureStay Hotel by Best Western Kemptville](https://images.trvl-media.com/lodging/30000000/29060000/29059900/29059815/w3837h2555x3y0-1969a72f_y.jpg) ### SureStay Hotel by Best Western Kemptville 10/10 Excellent "We were impressed with this hotel. It was all we needed for a quick overnight on the road." [](https://expedia.co.uk/Ottawa-Hotels-SureStay-Hotel-By-Best-Western-Kemptville.h29059815.Hotel-Information) ![Kemptville Suites](https://images.trvl-media.com/lodging/11000000/10090000/10082300/10082221/fb40856b_edited_19a3_y.jpg) ### Kemptville Suites 10/10 Excellent "Beautiful place" [](https://expedia.co.uk/Ottawa-Hotels-Kemptville-Suites.h10082221.Hotel-Information) ![Strathmere Country Retreat](https://images.trvl-media.com/lodging/124000000/123580000/123576800/123576711/a03a4448_y.jpg) ### Strathmere Country Retreat 2/10 Terrible "The reservation did not exist when i arrived Either Expedia or strathmere messed up badly" [](https://expedia.co.uk/Ottawa-Hotels-Strathmere-Country-Retreat.h123576711.Hotel-Information) ![Stunning Home close to Ottawa](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/w1179h736x0y0-2a7cba21_y.jpg) ### Stunning Home close to Ottawa 10/10 Excellent "Great location, very clean and bright. Host was very accommodating. Will definitely be back!" [](https://expedia.co.uk/Ottawa-Hotels-Stunning-Home-Close-To-Ottawa.h120068174.Hotel-Information) ![McIntosh Country Inn & Conference Centre in Canada](https://images.trvl-media.com/lodging/11000000/10050000/10044900/10044876/34f7482a_y.jpg) ### McIntosh Country Inn & Conference Centre in Canada 10/10 Excellent "Spotless" [](https://expedia.co.uk/South-Dundas-Hotels-McIntosh-Country-Inn-Conference-Centre-In-Canada.h10044876.Hotel-Information) ![Terrace Green Bed & Breakfast](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/fc6c4930_y.jpg) ### Terrace Green Bed & Breakfast 10/10 Excellent "Everything was great had a great time highly recommend " [](https://expedia.co.uk/North-Dundas-Hotels-Terrace-Green-Bed-Breakfast.h10583909.Hotel-Information) ![Bed & Stay](https://images.trvl-media.com/lodging/97000000/96800000/96798800/96798748/8bea93e1_y.jpg) ### Bed & Stay 2/10 Terrible "The guy will not put the heater up. It’s far away from everywhere limited transportation it’s in the middle of nowhere. The guy will give you a blanket instead of putting the heat up and he’s very cheap and asked for $100 deposit and didn’t wanna give it until I insisted." [](https://expedia.co.uk/Russell-Hotels-659-Parkview-Ter.h96798748.Hotel-Information) ## Find out more about Winchester **Everything you need to know about** **Winchester** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Winchester holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Winchester holiday rentals we have selected for you start as low as £85 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winchester rentals** At Expedia, we put the best Winchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Winchester ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [B&B in Winchester ](https://expedia.co.uk/Winchester-Bed-And-Breakfasts.d6344696-aaBedAndBreakfasts.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a holiday rental in Winchester? ### What are some of the best holiday rentals that Winchester has to offer? ### What can I see and do in Winchester? ### What are holiday rentals like in Winchester? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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